CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189124_p0 (2531168)

Formula C₂₂H₁₇BrN₂O₅S

MW 501.35

InChIKey BRDHKDQPEQSSBH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 3.61

logP 4.1037

PSA 128.64

MR 128.872

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -96.291

PM7_Total_Energy_ev -5178.63447

PM7_Electronic_Energy_ev -40987.20701

PM7_Dipole_Debye 9.25892

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.189

PM7_LUMO_Energy_ev -1.405

PM7_COSMO_Area_square_ang 432.45

PM7_COSMO_Volue_cubic_ang 501.52

PM7_Electron_Affinity_ev 1.405

PM7_Ionization_Energy_ev 9.189

PM7_Energy_Gap_ev 7.784

PM7_Global_Hardness_ev 3.892

PM7_Global_Softness_ev 0.2569373072970195

PM7_Chemical_Potential_ev -5.297

PM7_Electronigativity_ev 5.297

PM7_Back_Donation_Energy_ev -0.973

PM7_Electrophilicity_ev 3.6046003340184996

OPENEYE_Name (2~{E},5~{Z})-5-[(3-bromo-4-hydroxy-phenyl)methylene]-3-(2-hydroxyethyl)-2-(4-methyl-2-oxo-chromen-7-yl)imino-thiazolidin-4-one

SMILES c1cc(cc2c1c(cc(=O)o2)C)N=C3N(C(=O)C(=Cc4ccc(c(c4)Br)O)S3)CCO

Canonical_SMILES OCCN1/C(=Nc2ccc3c(c2)oc(=O)cc3C)/S/C(=Cc2ccc(c(c2)Br)O)/C1=O

InChI 1/C22H17BrN2O5S/c1-12-8-20(28)30-18-11-14(3-4-15(12)18)24-22-25(6-7-26)21(29)19(31-22)10-13-2-5-17(27)16(23)9-13/h2-5,8-11,26-27H,6-7H2,1H3

InChI_3D 1S/C22H17BrN2O5S/c1-12-8-20(28)30-18-11-14(3-4-15(12)18)24-22-25(6-7-26)21(29)19(31-22)10-13-2-5-17(27)16(23)9-13/h2-5,8-11,26-27H,6-7H2,1H3/b19-10-,24-22+

AuxInfo 1/0/N:20,2,3,1,4,21,22,13,5,19,6,14,8,9,7,12,11,10,15,17,16,18,31,23,24,29,28,26,25,27,30/rA:48nCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSBrHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2d5;s3d6;s6d7;s4;s5d11;;s7d13;;s15;s13;;s8w15;s14;;s21;s9w18;s16s18s21;d16;d17;s10s17;s11;s22;s15s18;s12;s1;s2;s3;s4;s5;s6;s13;s19;s20;s20;s20;s21;s21;s22;s22;s28;s29;/rC:1.9345,3.8877,0;-2.4167,2.5487,0;1.7253,2.9092,0;-2.6293,3.5258,0;-.7202,2.9126,0;3.4317,2.5442,0;2.8838,4.2021,0;-1.466,2.2386,0;2.4738,2.2375,0;3.6342,3.5306,0;-1.8835,4.1998,0;-.9252,3.8966,0;4.0442,5.4988,0;3.089,5.1823,0;-.3065,.9519,0;;4.7946,4.8272,0;1.3131,.9519,0;-1.2577,1.2606,0;2.3429,5.8482,0;1.5883,-.8097,0;2.1751,-1.6194,0;2.2646,1.2597,0;1.0014,0,0;-.5889,-.8082,0;5.7444,5.14,0;4.5898,3.8391,0;-2.0961,5.177,0;2.762,-2.4291,0;.5007,1.5426,0;-.1833,4.5671,0;1.5622,4.2215,0;-2.7877,2.2134,0;1.2498,2.7546,0;-3.1053,3.6788,0;-.2448,2.7576,0;3.8037,2.2101,0;4.1461,5.9883,0;-1.6291,.9258,0;2.6758,6.2212,0;1.9699,6.1811,0;2.01,5.4751,0;1.1834,-1.1031,0;1.9931,-.5163,0;2.58,-1.3259,0;1.7703,-1.9128,0;-2.5724,5.3292,0;3.2593,-2.3774,0;

Duplicates CHEMBL5189124_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189124_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189124_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189124_p0.sdf

Formula	C₂₂H₁₇BrN₂O₅S
MW	501.35
InChIKey	BRDHKDQPEQSSBH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	3.61
logP	4.1037
PSA	128.64
MR	128.872
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-96.291
PM7_Total_Energy_ev	-5178.63447
PM7_Electronic_Energy_ev	-40987.20701
PM7_Dipole_Debye	9.25892
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.189
PM7_LUMO_Energy_ev	-1.405
PM7_COSMO_Area_square_ang	432.45
PM7_COSMO_Volue_cubic_ang	501.52
PM7_Electron_Affinity_ev	1.405
PM7_Ionization_Energy_ev	9.189
PM7_Energy_Gap_ev	7.784
PM7_Global_Hardness_ev	3.892
PM7_Global_Softness_ev	0.2569373072970195
PM7_Chemical_Potential_ev	-5.297
PM7_Electronigativity_ev	5.297
PM7_Back_Donation_Energy_ev	-0.973
PM7_Electrophilicity_ev	3.6046003340184996
OPENEYE_Name	(2~{E},5~{Z})-5-[(3-bromo-4-hydroxy-phenyl)methylene]-3-(2-hydroxyethyl)-2-(4-methyl-2-oxo-chromen-7-yl)imino-thiazolidin-4-one
SMILES	c1cc(cc2c1c(cc(=O)o2)C)N=C3N(C(=O)C(=Cc4ccc(c(c4)Br)O)S3)CCO
Canonical_SMILES	OCCN1/C(=Nc2ccc3c(c2)oc(=O)cc3C)/S/C(=Cc2ccc(c(c2)Br)O)/C1=O
InChI	1/C22H17BrN2O5S/c1-12-8-20(28)30-18-11-14(3-4-15(12)18)24-22-25(6-7-26)21(29)19(31-22)10-13-2-5-17(27)16(23)9-13/h2-5,8-11,26-27H,6-7H2,1H3
InChI_3D	1S/C22H17BrN2O5S/c1-12-8-20(28)30-18-11-14(3-4-15(12)18)24-22-25(6-7-26)21(29)19(31-22)10-13-2-5-17(27)16(23)9-13/h2-5,8-11,26-27H,6-7H2,1H3/b19-10-,24-22+
AuxInfo	1/0/N:20,2,3,1,4,21,22,13,5,19,6,14,8,9,7,12,11,10,15,17,16,18,31,23,24,29,28,26,25,27,30/rA:48nCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSBrHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2d5;s3d6;s6d7;s4;s5d11;;s7d13;;s15;s13;;s8w15;s14;;s21;s9w18;s16s18s21;d16;d17;s10s17;s11;s22;s15s18;s12;s1;s2;s3;s4;s5;s6;s13;s19;s20;s20;s20;s21;s21;s22;s22;s28;s29;/rC:1.9345,3.8877,0;-2.4167,2.5487,0;1.7253,2.9092,0;-2.6293,3.5258,0;-.7202,2.9126,0;3.4317,2.5442,0;2.8838,4.2021,0;-1.466,2.2386,0;2.4738,2.2375,0;3.6342,3.5306,0;-1.8835,4.1998,0;-.9252,3.8966,0;4.0442,5.4988,0;3.089,5.1823,0;-.3065,.9519,0;;4.7946,4.8272,0;1.3131,.9519,0;-1.2577,1.2606,0;2.3429,5.8482,0;1.5883,-.8097,0;2.1751,-1.6194,0;2.2646,1.2597,0;1.0014,0,0;-.5889,-.8082,0;5.7444,5.14,0;4.5898,3.8391,0;-2.0961,5.177,0;2.762,-2.4291,0;.5007,1.5426,0;-.1833,4.5671,0;1.5622,4.2215,0;-2.7877,2.2134,0;1.2498,2.7546,0;-3.1053,3.6788,0;-.2448,2.7576,0;3.8037,2.2101,0;4.1461,5.9883,0;-1.6291,.9258,0;2.6758,6.2212,0;1.9699,6.1811,0;2.01,5.4751,0;1.1834,-1.1031,0;1.9931,-.5163,0;2.58,-1.3259,0;1.7703,-1.9128,0;-2.5724,5.3292,0;3.2593,-2.3774,0;
Duplicates	CHEMBL5189124_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189124_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189124_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189124_p0.sdf